Find Luxury Hotels in Islamorada, FL

Islamoradaand its attractions for luxury travelers

Islamorada, known as the "Sport Fishing Capital of the World," offers luxury travelers an array of high-end experiences. Start your day with a private charter fishing excursion in the pristine waters of the Florida Keys, where you can reel in tarpon or sailfish with top guides catering to your every need. For those who prefer relaxation, indulge in a spa day at the luxurious Cheeca Lodge, where treatments use fresh local ingredients and the ocean provides a soothing backdrop. Explore the vibrant underwater world with a private scuba diving or snorkeling trip, discovering coral reefs filled with marine life, or take a sunset cruise on a yacht, complete with champagne and hors d'oeuvres. If you’re a culinary enthusiast, don’t miss dining at the acclaimed Pierre’s, where you can savor gourmet dishes featuring local seafood while overlooking the breathtaking bay. For accommodations, the luxurious Ocean House offers beachfront suites with private balconies, perfect for enjoying the stunning sunsets after a day of adventure. Here, attentive service ensures that your every wish is catered to, making your stay as relaxing as it is exhilarating.

Find the best luxury hotels and resorts in Islamorada

Islamorada offers a stunning backdrop for a luxurious retreat, where travelers can indulge in high-end amenities and breathtaking views. Here are some top hotels that epitomize luxury in this beautiful destination.

Chesapeake Beach Resort

• Why it's great for a luxury retreat: For travelers seeking a luxurious escape, Chesapeake Beach Resort offers an exquisite blend of comfort and elegance, a remarkable guest review rating of 9.2. Guests can unwind in stylish accommodations featuring designer toiletries and breathtaking resort views, while enjoying the private white sand beach that enhances the experience of tropical living.
• Other amenities: Additional features include a refreshing outdoor pool, complimentary breakfast, and convenient concierge services. Guests can explore boat tours or indulge in nearby snorkeling adventures. The hotel also provides air conditioning for comfort, along with daily housekeeping to ensure a pristine stay.
• Neighborhood: Matecumbe
• Nearby attractions: History of Diving Museum - 0.56 miles, Theater of the Sea - 1.08 miles, Windley Key Fossil Reef Geological State Park - 1.11 miles

Islander Resort

• Why it's great for a luxury retreat: Islander Resort is a luxurious haven for travelers, providing a perfect blend of elegance and seaside charm, reflected in its impressive guest review rating of 9.2. With a prime beachfront location, guests can enjoy stunning ocean views while indulging in champagne service or relaxing in poolside cabanas under the sun.
• Other amenities: Noteworthy amenities include an outdoor swimming pool, a concierge service for personalized experiences, and evening entertainment to enhance the stay. Offering premium bedding, bathrobes, and private beach access, this resort ensures a comfortable and lavish experience. Guests can also enjoy watersports equipment and nearby scuba diving to explore the vibrant marine life.
• Neighborhood: Matecumbe
• Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.51 miles, Keys History & Discovery Center - 0.09 miles

Cheeca Lodge & Spa

• Why it's great for a luxury retreat: Cheeca Lodge & Spa stands as a beacon of luxury in Islamorada with a stellar review rating of 9.0. This resort promises an unforgettable experience with its beachfront dining, private hot tubs, and poolside service. Guests can enjoy an exclusive stay with premium bedding and designer toiletries that elevate the comfort level to new heights.
• Other amenities: Among its luxurious offerings are an onsite golf course, a full-service spa with massage treatments, and tennis courts for active guests. The hotel also features 24-hour room service, couples dining options, and a poolside bar that adds to the resort's charm. For those who appreciate relaxation, the deep soaking bathtubs and massages on the beach create a serene atmosphere.
• Neighborhood: Matecumbe
• Nearby attractions: Matecumbe United Methodist Church - 0.06 miles, Florida Keys Brewing Co. - 0.28 miles, MoradaWay Arts & Cultural District - 0.34 miles

Amara Cay Resort

• Why it's great for a luxury retreat: Amara Cay Resort captures the essence of luxury with its inviting atmosphere and exceptional guest review rating of 8.8. This resort features beachfront dining and in-room massage services, ensuring that every moment is tailored to relaxation and indulgence. Guests will appreciate the climate-controlled accommodations, premium bedding, and the option of private beach access for a serene retreat.
• Other amenities: The resort also provides a variety of additional amenities, including a poolside bar, complimentary beach towels, and outdoor pools for leisure. Guests can enjoy onsite kayaking or enjoy the stunning views from their balconies. With a focus on comfort and luxury, this resort offers an unforgettable getaway.
• Neighborhood: Matecumbe
• Nearby attractions: Bud n' Mary's Dive Center - 0.21 miles, Indian Key Historic State Park - 0.67 miles, Hurricane Monument - 1.4 miles

La Siesta Resort & Villas

• Why it's great for a luxury retreat: La Siesta Resort & Villas offers a luxurious escape for travelers looking to indulge on their stay in Islamorada, with an excellent review rating of 8.6. The resort features premium bedding, designer toiletries, and a private beach area, creating an upscale environment for relaxation and enjoyment. Guests can enjoy the allure of a poolside bar and breathtaking views from their accommodations.
• Other amenities: Additional amenities include a fully equipped kitchenette, convenient self-parking, and access to water sports activities. The resort also provides beach towels, outdoor pool options, and stunning beachfront dining experiences to cater to every guest's needs. With its thoughtful features and prime location, La Siesta Resort & Villas ensures a memorable stay.
• Neighborhood: Matecumbe
• Nearby attractions: Bud n' Mary's Dive Center - 0.56 miles, Indian Key Historic State Park - 0.31 miles, Hurricane Monument - 1.04 miles